Lithium Hydroxide → 3-Aminoisoxazole-5-carboxylic acid

HRID 1891410노트

반응식

HRID 1891410 반응식
[NH2:1][C:2]1[CH:6]=[C:5]([C:7]([O:9]CC)=[O:8])[O:4][N:3]=1.[OH-].[Li+]>C(#N)C.O>[NH2:1][C:2]1[CH:6]=[C:5]([C:7]([OH:9])=[O:8])[O:4][N:3]=1

참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 11126498Ethyl 3-aminoisoxazole-5-carboxylate

생성물 1

HCID 552646873-Aminoisoxazole-5-carboxylic acid수율 90.3%

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매

실험 절차

To a solution of ethyl 3-aminoisoxazole-5-carboxylate (prepared according to Lepage, Francis; Hublot, Bernard; Adolphe, Pierre Sylvie. Preparation of alkyl 3-aminoisoxazole-5-carboxylates. Fr. Demande (1998), FR 2750425) (0.790 g, 5.06 mmol) in acetonitrile (28 mL) and water (9.5 mL) was added lithium hydroxide (0.550 g, 23.0 mmol). The resulting mixture was stirred at rt for 3 h. The reaction was quenched with 1 N HCl. Organic solvent was removed in vacuo. The resulting precipitate was filtered and dried to give the product as white solid (585 mg, 90%). LCMS calculated for C4H5N2O3 (M+H)+: m/z=129.0.

후처리

  1. customThe reaction was quenched with 1 N HCl
  2. customOrganic solvent was removed in vacuo
  3. filtrationThe resulting precipitate was filtered
  4. customdried

출처 및 근거

ORD 기록
ord-906661068fda4ef5844c1bf1a44881ff
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08507541B2

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